280 Gager Hill Road
Scotland, Connecticut 06280
- Beds
- 5
- Baths
- 2 | 1
- SqFt
- 2,808
- Acres
- 6.10
- Year Built
- 1900
- Property Type
- Single Family

Matt Caiola
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About This Home
Steeped in New England old-world charm, this circa-1900 farmhouse sits on over 6 picturesque acres and offers the perfect blend of historic character, equestrian amenities, and country living. The spacious home features 5 bedrooms, a dedicated office, 2.5 baths, high ceilings, abundant natural light, hardwood floors throughout, and a flexible floor plan that includes a main-level bedroom and full bath. Enjoy a country kitchen with breakfast area and walk-in pantry/laundry room, a library with a charming bay-window alcove, front and rear staircases, and a walk-up attic offering additional potential. Relax on the wraparound porch or entertain in the screened-in gazebo while taking in the peaceful surroundings. The impressive 3-story barn includes a 2-car garage beneath, multiple horse stalls, tack room, storage areas, water, electricity, and three corrals in the fields behind. A former maple syrup sugar house remains on the property and could be restored to its original purpose. For horse enthusiasts, the location is exceptional, with approximately 400 acres of state-owned land just 1,000 feet down the road, providing easy access to miles of scenic riding trails. A rare opportunity to own a classic New England horse property rich in history, charm, and possibilities.
Key Facts
- City/Town
- Scotland
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial,Farm House
- Year Built
- 1900
- Days on Market
- 46 days
- Beds
- 5
- Baths
- 2 full · 1 half
- Living Area
- 2,808 sq ft
- Lot Size
- 6.10 acres
- Garage / Parking
- 2 garage · 10 total
- Property Taxes
- $10,695 / Annually
Market Snapshot
The Scotland Market
Single Family · trailing 12 months
Active Listings
5
3 under contract
Median List Price
$439,000
5 active listings
Median Closed Price
$360,000
15 sales
Median Days on Market
47
5 active listings
Median $ / Sq Ft
$240
5 active listings
Sale-to-List Ratio
102.9%
15 sales
How this home compares
List Price
$529,000
vs $439,000 median
20.5% above median
Price / Sq Ft
$188
vs $240 median
21.7% below median
Days on Market
46 days
vs 47 days median
In line with median
Based on 5 active and 15 closed sales (trailing 12 mo) of single family in Scotland. Source: SmartMLS · As of July 28, 2026.
Location
280 Gager Hill Road, Scotland, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,697
- Property Taxes$891
- Insurance$176
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Scotland
- Neighborhood
- N/A
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Colonial,Farm House
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 2,808 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- OilOther
- Cooling
- Ceiling Fans
- Laundry
- Main Level
- Laundry Location
- Laundry area is off kitchen in pantry.
- Appliances
- Gas RangeRefrigeratorDishwasherWasherElectric Dryer
- Basement
- FullUnfinishedStorageInterior AccessConcrete Floor
Exterior & Lot
- Lot Size
- 6.10 acres
- Zoning
- RA
- Garage / Parking
- 2 garage spaces10 total parking spacesBarnOff Street ParkingDrivewayPrivateCircular
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- ShedGazeboWrap Around DeckGarden AreaStableStone Wall
- Lot Description
- Fence - RailFence - FullLightly WoodedRolling
Listing & Financials
- Property Taxes
- $10,695 / Annually
- Days on Market
- 46
- MLS #
- 24182986
- MLS Status
- Under Contract
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 6:05 AM UTC.